6943-58-4

Basic information

• Product Name: 2-Propanol, 1-chloro-3-propoxy-
• Synonyms: 2-Propanol, 1-chloro-3-propoxy-
• CAS NO: 6943-58-4
• Molecular Formula: C₆H₁₃ClO₂
• Molecular Weight: 152.62
• Mol File: 6943-58-4.mol
• Article Data: 25

Chemical Properties

• Boiling Point: 210.74°C (rough estimate)
• Flash Point: 86.8°C
• Appearance: /
• Density: 1.0526
• Vapor Pressure: 0.0243mmHg at 25°C
• Refractive Index: 1.4378 (estimate)
• CAS DataBase Reference: 2-Propanol, 1-chloro-3-propoxy-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propanol, 1-chloro-3-propoxy-(6943-58-4)
• EPA Substance Registry System: 2-Propanol, 1-chloro-3-propoxy-(6943-58-4)

Safety Data

• Hazardous Substances Data: 6943-58-4(Hazardous Substances Data)

Usage

Synthesis Reference(s)

Synthesis, p. 1152, 1994 DOI: 10.1055/s-1994-25661

InChI:InChI=1/C6H13ClO2/c1-2-3-9-5-6(8)4-7/h6,8H,2-5H2,1H3

Upstream product

• 71-23-8 propan-1-ol 
• 106-89-8 epichlorohydrin 

Downstream Products

• 3126-95-2 3-Propoxy-1,2-epoxypropan 
• 10461-29-7 1-[2-(2-Methoxy-phenoxy)-ethylamino]-3-propoxy-propan-2-ol 
• 105920-40-9 (3-Butoxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 105920-42-1 (3-Pentyloxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 105920-56-7 (3-Butoxy-phenyl)-carbamic acid 2-piperidin-1-yl-1-propoxymethyl-ethyl ester 
• 105919-59-3 (2-Butoxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 105920-44-3 (3-Hexyloxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 105920-58-9 (3-Pentyloxy-phenyl)-carbamic acid 2-piperidin-1-yl-1-propoxymethyl-ethyl ester 
• 143503-53-1 (3-Butoxy-phenyl)-carbamic acid 2-azepan-1-yl-1-propoxymethyl-ethyl ester 
• 105920-34-1 (2-Pentyloxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 105920-48-7 (2-Butoxy-phenyl)-carbamic acid 2-piperidin-1-yl-1-propoxymethyl-ethyl ester 
• 105920-60-3 (3-Hexyloxy-phenyl)-carbamic acid 2-piperidin-1-yl-1-propoxymethyl-ethyl ester 
• 105920-46-5 (3-Heptyloxy-phenyl)-carbamic acid 1-propoxymethyl-2-pyrrolidin-1-yl-ethyl ester 
• 143503-51-9 (3-Pentyloxy-phenyl)-carbamic acid 2-azepan-1-yl-1-propoxymethyl-ethyl ester 

Relevant articles and documents

MBA-cross-linked poly(N-vinyl-2-pyrrolidone)/ferric chloride macromolecular coordination complex as a novel and recyclable Lewis acid catalyst: Synthesis, characterization, and performance toward for regioselective ring-opening alcoholysis of epoxides

A novel macromolecular-metal coordination complex, MBA-cross-linked PNVP/FeCl3 material was fabricated by immobilization of water intolerant ferric chloride onto the porous cross-linked poly(N-vinyl-2-pyrrolidone) carrier beads as a macromolecular ligand or carrier which was prepared by suspension free-radical copolymerization of N-vinyl-2-pyrrolidone (NVP) and N,N′-methylene bis-acrylamide (MBA) as a crosslinking agent in water. The obtained PNVP/FeCl3 was characterized by UV/vis and FT-IR spectroscopies, TGA, FE-SEM, EDX, and ICP techniques. This heterogenized version of ferric chloride is a convenient and safe alternative to highly water intolerant ferric chloride. The catalytic performance of (PNVP/FeCl3) as an efficient and recyclable polymeric Lewis acid catalyst was appropriately probed in the regio-and stereoselective nucleophilic ring opening of various epoxides with various alcohols in excellent yields with TOF up to 182.48 h?1 without generating any waste. The activity data indicate that this heterogeneous catalyst is very active and could be easily recovered, and reused at least six times without appreciable loss of activity indicating its stability under experimental conditions.

Efficient and regioselective ring-opening of epoxides with alcohols and sodium azide by using catalytic amounts of gacl3/polyvinylpyrrolidone

A new polymeric catalyst was prepared by supporting GaCl3 on cross-linked polyvinylpyrrolidone (GaCl3/ PVP). This catalyst was employed for efficient and regioselective ring-opening reaction of epoxides by various alcohols under solvent-free conditions at room temperature. In our procedure, this heterogeneous catalyst was used at neutral and mild reaction conditions to afford high yields of β-alkoxy alcohols. Also, regioselective conversion of epoxides to β-azidohydrines was accomplished by sodium azide in MeOH in the presence of GaCl3/PVP at room temperature. GaCl3/PVP is a non-hygroscopic and recoverable catalyst and is easily separated from reaction mixture by a simple filtration and re-used repeatedly. Also, this catalyst has good handling and can be stored for long time without any reducing of its reactivity.

Mild and efficient ring opening of epoxides catalyzed by potassium dodecatungstocobaltate(III)

Efficient ring opening of epoxides under mild conditions is reported. Potassium dodecatungstocobaltate(III) trihydrate was used as an efficient catalyst for the alcoholysis and acetolysis of epoxides. Conversion of epoxides to thiiranes was also performed efficiently in the presence of this catalyst. Springer-Verlag 2005.

Reaction of 1-amino-3-propoxy-2-propanol with aldehydes

The reaction of 1-amino-3-propoxy-2-propanol was examined as a route to the corresponding 1,3-oxazolidines.

Synthesis of 1-alkoxy-3-N-succinimido-2-propanols

Procedures for preparing 1-alkoxy-3-chloro-2-propanols, with their subsequent transformation to 1-alkoxy-N-succinimido-2-propanols, were developed.

Rapid and efficient ring opening of epoxides catalyzed by a new electron deficient tin(IV) porphyrin

The new electron deficient tin(IV) tetraphenylporphyrinato trifluoromethanesulfonate, [SnIV(tpp)(OTf)2], was used as an efficient catalyst for the alcoholysis, hydrolysis and acetolysis of epoxides. Conversion of epoxides to thiiranes and acetonides were also performed efficiently in the presence of this catalyst.

Silica sulfuric acid; an efficient and reusable catalyst for regioselective ring opening of epoxides by alcohols and water

The nucleophilic ring opening reactions of epoxides by aliphatic alcohols and water are achieved efficiently in the presence of catalytic amounts of silica sulfuric acid with high degree of regioselectivity. The catalyst is reusable and can be applied several times without any decrease in the yield of reactions.

Efficient regio- and stereoselective ring opening of epoxides with alcohols, acetic acid and water catalyzed by ammonium decatungstocerate(IV)

Epoxides can be cleaved in a regio- and stereoselective manner under neutral conditions with alcohols and acetic acid in the presence of catalytic amounts of decatungstocerate(IV) ion, ([CeW10O36] 8-), affording the corresponding β-alkoxy and β-acetoxy alcohols in high yields. In water, ring opening of epoxides occurs with this catalyst to produce the corresponding diols in good yields.

Magnesium hydrogensulfate: A cheap and efficient catalyst for the conversion of epoxides into β-alkoxy alcohols, vicinal-diols, and thiiranes

The nucleophilic ring opening reactions of epoxides by aliphatic alcohols and water are achieved efficiently in the presence of catalytic amounts of magnesium hydrogensulfate, Mg(HSO4)2, with high degree of regioselectivity. The reactions are chemoselective and many of the other functional groups such as ethereal carbon oxygen bonds as well as carbon-carbon double bond remain intact under the reaction conditions. Epoxides also react with thiourea or ammonium thiocyanate in the presence of Mg(HSO 4)2 to afford the corresponding thiiranes in good to excellent yields.

Iron perchlorate on silica gel as multi-purpose reagent for catalysis of closure and rupture of carbon-oxygen bond in epoxides, alcohols, and esters

Aliphatic alcohols and water in the presence of catalytic amounts of Fe3+ ion introduced as iron(III) perchlorate on silica gel carrier perform efficient regiospecific opening of an epoxy ring. Carbon acids esterification with various type alcohols was carried out using the system Fe(ClO4)3-silica gel in dichloromethane under conditions excluding solvolysis. Acetylation and formylation of alcohols was performed by efficient transesterification with ethyl acetate and ethyl formate.